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| 4/15/2023 | Wayne County Speedway - Wayne City, IL Season Opener Winged Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Olivia Grimes (Restricted 'A' Class) | 6th | - | - | 6th |
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| 4/29/2023 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Olivia Grimes (Restricted 'A' Class) | 5th | - | - | 8th |
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| 5/13/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Olivia Grimes (Restricted 'A' Class) | 3rd | - | - | DNS | | Olivia Grimes (Junior Sprints) | 6th (DNF) | - | - | 3rd |
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| 6/3/2023 | Wayne County Speedway - Wayne City, IL Xtreme Outlaw Midgets Midgets: Xtreme Outlaw Midgets Winged Outlaw, Restricted 'A' Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Olivia Grimes (Restricted 'A' Class) | 10th | - | - | 10th | | Olivia Grimes (Junior Sprints) | 6th | - | - | 11th |
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| 6/16/2023 | Doe Run Raceway - Doe Run, MO Regular Night of Races all classes plus makeup features Bmod, Mod lite, spectator Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Olivia Grimes (Restricted 'A' Class) | 6th | - | - | 11th |
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| 6/17/2023 | Wayne County Speedway - Wayne City, IL Weekly Event Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Olivia Grimes (Restricted 'A' Class) | 3rd | - | - | 3rd |
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| 7/15/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Olivia Grimes (Restricted 'A' Class) | 7th | - | - | 12th |
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| 8/4/2023 | Wayne County Speedway - Wayne City, IL Fast Friday Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Olivia Grimes (Restricted 'A' Class) | 1st | - | - | 5th |
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| 8/5/2023 | Wayne County Speedway - Wayne City, IL Faster Saturday Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Olivia Grimes (Restricted 'A' Class) | 6th | - | - | 12th |
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| 8/18/2023 | Wayne County Speedway - Wayne City, IL Jason Leffler Memorial Midgets, Winged Outlaw, Restricted 'A' Class, Junior Sprints, HART Non-Wing Micros | Results | | Olivia Grimes (Restricted 'A' Class) | - | - | - | DNS |
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| 8/19/2023 | Wayne County Speedway - Wayne City, IL Dan Robinson Memorial Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Lightning Sprints, HART Non-Wing Micros | Results | | Olivia Grimes (Restricted 'A' Class) | 8th | - | - | 12th |
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| 9/15/2023 | Coles County Speedway - Mattoon, IL Eastern Illinois Weekend #2 Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Adult Open, HART Non-Wing Micros | Results | | Olivia Grimes (Restricted 'A' Class) | 6th | - | - | 6th |
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| 9/16/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Olivia Grimes (Restricted 'A' Class) | 9th | - | - | 9th (DNF) |
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| 10/7/2023 | Wayne County Speedway - Wayne City, IL Columbus Day Weekend presented Aggressive Fire Prevention Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Olivia Grimes (Restricted 'A' Class) | 5th | - | - | 4th |
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| 10/21/2023 | Coles County Speedway - Mattoon, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Olivia Grimes (Restricted 'A' Class) | 6th | - | - | 12th |
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